1-(4-{3-[4-(6-Fluoro-benzo[d]isoxazol-3-yl)-piperidin-1-yl]-propoxy}-3-methoxy-phenyl)-propan-1-one

ID: ALA14163

Cas Number: 133455-04-6

PubChem CID: 10071945

Max Phase: Preclinical

Molecular Formula: C25H29FN2O4

Molecular Weight: 440.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(=O)c1ccc(OCCCN2CCC(c3noc4cc(F)ccc34)CC2)c(OC)c1

Standard InChI:  InChI=1S/C25H29FN2O4/c1-3-21(29)18-5-8-22(24(15-18)30-2)31-14-4-11-28-12-9-17(10-13-28)25-20-7-6-19(26)16-23(20)32-27-25/h5-8,15-17H,3-4,9-14H2,1-2H3

Standard InChI Key:  NDYOGQKCYHHFLA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    7.2375   -4.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4125   -5.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3667   -1.2917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6917   -6.5875    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    9.7917   -2.8792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6167   -3.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4125   -3.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9292   -0.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0000   -2.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1542   -0.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5167   -0.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  1  1  0
  5  4  1  0
  6 15  2  0
  7 21  1  0
  8  3  2  0
  9  5  2  0
 10 11  2  0
 11 14  1  0
 12  2  1  0
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 15 17  1  0
 16 13  2  0
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 18  9  1  0
 19 12  1  0
 20 12  1  0
 21 20  1  0
 22 19  1  0
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 25 18  1  0
 26 30  1  0
 27  7  1  0
 28 27  1  0
 29 13  1  0
 30 28  1  0
 31 24  1  0
 32 29  1  0
  3  5  1  0
 22  7  1  0
 23 18  2  0
 10  6  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA14163

   1-(4-{3-[4-(6-Fluoro-benzo[d]isoxazol-3-yl)-piperidin-1-yl]-propoxy}-3-methoxy-phenyl)-propan-1-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 440.52

Molecular Weight (Monoisotopic): 440.2111

AlogP: 5.22

#Rotatable Bonds: 9

Polar Surface Area: 64.80

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.91

CX LogP: 3.92

CX LogD: 3.30

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.34

Np Likeness Score: -1.19

References

1. Strupczewski JT, Bordeau KJ, Chiang Y, Glamkowski EJ, Conway PG, Corbett R, Hartman HB, Szewczak MR, Wilmot CA, Helsley GC..  (1995)  3-[[(Aryloxy)alkyl]piperidinyl]-1,2-benzisoxazoles as D2/5-HT2 antagonists with potential atypical antipsychotic activity: antipsychotic profile of iloperidone (HP 873).,  38  (7): [PMID:7707315] [10.1021/jm00007a009]

Source

Source(1):

• Scientific Literature